p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidoethylthio>-6-<(R)-1-formyloxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

Base Information

• Chemical Name: p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidoethylthio>-6-<(R)-1-formyloxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate
• CAS No.: 82922-52-9
• Molecular Formula: C₂₁H₂₃N₃O₈S
• Molecular Weight: 477.495
• Mol file: 82922-52-9.mol

Synonyms:p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidoethylthio>-6-<(R)-1-formyloxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

Chemical Property of p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidoethylthio>-6-<(R)-1-formyloxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidoethylthio>-6-<(R)-1-formyloxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

There total 2 articles about p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidoethylthio>-6-<(R)-1-formyloxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 17.0%

formic acid (64-18-6) + p-Nitrobenzyl (5R,6S)-3-(2-acetamidoethylthio)-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (73174-98-8) → p-nitrobenzyl (5R,6Z)-3-(-2-acetamidoethylthio)-6-ethylidene-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate + p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidoethylthio>-6-<(R)-1-formyloxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate (82922-52-9)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 1h; Ambient temperature;

Reference yield:

→ p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidoethylthio>-6-<(R)-1-formyloxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate (82922-52-9)

Guidance literature:

Reference yield: 37.0%

p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidoethylthio>-6-<(R)-1-formyloxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate (82922-52-9) → p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidoethylthio>-6-<(R)-1-hydroxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate (80951-83-3) + p-nitrobenzyl (5R)-3-(2-acetamidoethylthio)-6-(E)-ethylidene-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate (73521-63-8)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 0 ℃; for 0.0833333h;

upstream raw materials:

formic acid

p-Nitrobenzyl (5R,6S)-3-(2-acetamidoethylthio)-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Downstream raw materials:

p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidoethylthio>-6-<(R)-1-hydroxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

p-nitrobenzyl (5R)-3-(2-acetamidoethylthio)-6-(E)-ethylidene-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate